Hexane → 4-fluoro-N-{[(4S*)-2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,2,3,4-tetrahydroquinazolin-4-yl]methyl}benzamide

HRID 1878035Notes

Reaction equation

HRID 1878035 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([NH:8][CH2:9][C:10]2([C:26]([F:29])([F:28])[F:27])[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]4[NH:24][N:23]=[CH:22][CH:21]=4)[CH:18]=3)[NH:13][C:12](=[O:25])[NH:11]2)=[O:7])=[CH:4][CH:3]=1.CCCCCC>CC(O)C>[F:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([NH:8][CH2:9][C@:10]2([C:26]([F:28])([F:27])[F:29])[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]4[NH:24][N:23]=[CH:22][CH:21]=4)[CH:18]=3)[NH:13][C:12](=[O:25])[NH:11]2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 684883794-fluoro-N-{[2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,2,3,4-tetrahydroquinazolin-4-yl]methyl}benzamide

Product 1

HCID 684893424-fluoro-N-{[(4S*)-2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,2,3,4-tetrahydroquinazolin-4-yl]methyl}benzamide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Fluoro-N-{[2-oxo-6-(1H-pyrazol-5-yl)-4-(trifluoromethyl)-1,2,3,4-tetrahydroquinazolin-4-yl]methyl}benzamide was subjected to optical resolution by HPLC (Chiralpack AD-H, n-hexane:2-propanol=3:1), and a fraction eluted at a later time was concentrated, whereby the objective compound was obtained.

Workup

  1. washa fraction eluted at a later time
  2. concentrationwas concentrated
  3. customwhereby the objective compound was obtained

Sources & evidence

ORD record
ord-325cb1fe732a45acad0079d313ebd0bd
Source dataset
uspto-grants-2012_11
Patent number
US08314094B2

Reaction notes

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